HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964516Generated: October 29, 2026
Water → t-Butyl 2-bromo-5-(5-methylpyrazin-2-yl)-1H-pyrrole-1-carboxylate
https://huagongshe.com/reaction/1964516
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | t-Butyl 2-(5-methylpyrazin-2-yl)-1H-pyrrole-1-carboxylate | HCID 66681439 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | t-Butyl 2-bromo-5-(5-methylpyrazin-2-yl)-1H-pyrrole-1-carboxylate | HCID 66682509 | 87.3% |
Reaction Steps
t-Butyl 2-(5-methylpyrazin-2-yl)-1H-pyrrole-1-carboxylate (373 mg, 1.44 mmol) synthesized in Example (10a) was dissolved in tetrahydrofuran (20 mL), and cooled to 0° C. N-Bromosuccinimide (256 mg, 1.44 mmol) was added, and stirring was carried out at room temperature for 14 hours under nitrogen atmosphere. Water (20 mL) was added, and extraction was carried out with diethyl ether (20 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=0%-30%) to afford the desired compound (425 mg, yield 87%) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415359B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-59a75f2eabe1495fa94e826c887619e1 |
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| Source note | uspto-grants-2013_04 |
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